Masahiro Goto

Publications (177)544.04 Total impact

• Article: Peracetic acid-ionic liquid pretreatment to enhance enzymatic saccharification of lignocellulosic biomass.

  Uju, Kojiro Abe, Nobuyuki Uemura, Toyoji Oshima, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: To enhance enzymatic saccharification of pine biomass, the pretreatment reagents peracetic acid (PAA) and ionic liquid (IL) were validated in single reagent pretreatments or combination pretreatments with different sequences. In a 1h saccharification, 5-25% cellulose conversion was obtained from the single pretreatment of PAA or IL. In contrast, a marked enhancement in conversion rates was achieved by PAA-IL combination pretreatments (45-70%). The PAA followed by IL (PAA+IL) pretreatment sequence was the most effective for preparing an enzymatic digestible regenerated biomass with 250-fold higher glucose formation rates than untreated biomass and 2- to 12-fold higher than single pretreatments with PAA or IL alone. Structural analysis confirmed that this pretreatment resulted in biomass with highly porous structural fibers associated with the reduction of lignin content and acetyl groups. Using the PAA+IL sequence, biomass loading in the pretreatment step can be increased from 5% to 15% without significant decrease in cellulose conversion.
  Bioresource technology 03/2013; 138C:87-94. · 4.25 Impact Factor
• Article: Selective extraction and recovery of rare earth metals from phosphor powders in waste fluorescent lamps using an ionic liquid system.

  Fan Yang, Fukiko Kubota, Yuzo Baba, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: The recycling of rare earth metals from phosphor powders in waste fluorescent lamps by solvent extraction using ionic liquids was studied. Acid leaching of rare earth metals from the waste phosphor powder was examined first. Yttrium (Y) and europium (Eu) dissolved readily in the acid solution; however, the leaching of other rare earth metals required substantial energy input. Ionization of target rare earth metals from the waste phosphor powders into the leach solution was critical for their successful recovery. As a high temperature was required for the complete leaching of all rare earth metals, ionic liquids, for which vapor pressure is negligible, were used as an alternative extracting phase to the conventional organic diluent. An extractant, N, N-dioctyldiglycol amic acid (DODGAA), which was recently developed, showed a high affinity for rare earth metal ions in liquid-liquid extraction although a conventional commercial phosphonic extractant did not. An effective recovery of the rare earth metals, Y, Eu, La and Ce, from the metal impurities, Fe, Al and Zn, was achieved from the acidic leach solution of phosphor powders using an ionic liquid containing DODGAA as novel extractant system.
  Journal of hazardous materials 03/2013; 254-255C:79-88. · 4.14 Impact Factor
• Article: Split Spy0128 as a Potent Scaffold for Protein Cross-linking and Immobilization.

  Hiroki Abe, Rie Wakabayashi, Hiroaki Yonemura, Sunao Yamada, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: Site-specific cross-linking techniques between proteins and additional functional groups have become increasingly important for expanding the utility of proteins in biochemistry and biotechnology. In order to explore powerful techniques for practical bioconjugation applications, we have validated a technique mediated by a unique property of Streptcoccus pyogenes pilin subunit Spy0128, an autocatalytic intramolecular isopeptide formation in Spy0128. Recently, it has been revealed that Spy0128 can be split in two fragments (split-Spy0128 (residues 18-299 of Spy0128) and isopeptag (residues 293-308 of Spy0128)) that were capable of forming an intermolecular covalent complex. We focused on this unique reconstitution property and first studied the bioconjugation of blue and green fluorescent proteins, enabling the direct monitoring of cross-linking reactions by Förster resonance energy transfer (FRET). A fluorescence lifetime study shows that spatial control of two proteins on the Spy0128 scaffold is possible when one protein is fused to the N-terminus of split-Spy0128 and another one is tethered at the N- or C-terminus of the isopeptag. Furthermore, we demonstrated site-specific protein immobilization mediated by the reconstitution of split-Spy0128 and isopeptag. In this case, a split-Spy0128 mutant with a free N-terminal Cys residue was first immobilized onto beads chemically modified with a maleimide group through a Michael addition process. Then an isopeptagged protein was successfully immobilized onto the split-Spy0128-immobilized beads. These results suggest that Spy0128 is a potent proteinaceous scaffold available for bioconjugation both in solution and at a solid surface.
  Bioconjugate Chemistry 01/2013; · 4.93 Impact Factor
• Article: Spatial heterogeneity in the sol-gel transition of a supramolecular system

  David P. Penaloza, Atsuomi Shundo, Keigo Matsumoto, Masashi Ohno, Katsuaki Miyaji, Masahiro Goto, Keiji Tanaka
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  ABSTRACT: Heating and then cooling down a dispersion of a peptide amphiphile in water forms hierarchical fibril structures leading to a supramolecular hydrogel. When the gel was physically broken apart by shaking, it transformed into a sol state. After aging it at room temperature for a given time, it returned to the gel state (re-gelation). To obtain a better understanding of such re-gelation processes, we have applied particle tracking to the sol obtained by disrupting the gel, as a function of aging time. The sol was more heterogeneous at the micrometer scale than the initial gel in terms of its viscoelastic properties, and the extent of the heterogeneity in the sol decreased as the re-gelation proceeded. The origin of the heterogeneity could be directly associated with a fibril network confirmed from Fourier-transform infrared spectroscopic, small-angle X-ray scattering and fluorescence microscopic measurements. The particle tracking study using different particle sizes suggested that the characteristic leng
  Soft Matter 01/2013; 9(21):5166-5172. · 4.39 Impact Factor
• Article: Preparation of affinity membranes using thermally-induced phase separation for one-step purification of recombinant proteins.

  Takafumi Honjo, Kazuki Hoe, Shunsuke Tabayashi, Tsutomu Tanaka, Josui Shimada, Masahiro Goto, Hideto Matsuyama, Tatsuo Maruyama
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  ABSTRACT: We synthesized several surfactant-like ligands and prepared affinity membranes by introducing them into porous polymeric membranes using the thermally-induced phase separation method. The ligands (nitrilotriacetate, iminodiacetate and glutathione) were successfully displayed on the surfaces of cellulose diacetate membranes. Membranes functionalized with nitrilotriacetate and glutathione captured and released His-tagged green fluorescent protein (His-tag GFP) and glutathione S-transferase (GST) selectively under appropriate conditions. The affinity membranes also enabled highly selective purification of target proteins (GFP and GST) from cell lysates. The protein-binding capacity was 15 μg/cm(2) for His-tag GFP and 13 μg/cm(2) for GST. The application-specific membranes described in this work will aid high-throughput screening and high-throughput analysis of recombinant proteins.
  Analytical Biochemistry 12/2012; · 3.00 Impact Factor
• Article: Protein supramolecular complex formation by site-specific avidin-biotin interactions.

  Yutaro Mori, Rie Wakabayashi, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: The precise accumulation of protein functions on a nanoscale to fabricate advanced biomaterials has become possible by a bottom-up approach based on molecular self-assembly. The avidin-biotin interaction is widely employed in the design of functional protein self-assemblies. Herein we assessed how the spatial arrangement of the avidin-biotin interaction between protein building blocks affects the formation of a protein supramolecular complex (PSC). The enzymatic site-specific internal labeling of a symmetric protein scaffold, bacterial alkaline phosphatase (AP), with specifically designed biotinylation substrates revealed that the precise positioning of the biotinylation sites on AP and the linker flexibility of the substrate are critical factors for the growth of PSCs in the presence of streptavidin (SA). A potential diagnostic application of the PSCs comprised of AP and SA was demonstrated in an enzyme-linked immunosorbent assay.
  Organic & Biomolecular Chemistry 10/2012; · 3.70 Impact Factor
• Article: Solid-in-oil dispersion: A novel core technology for drug delivery systems.

  Yoshiro Tahara, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: Drug delivery systems using a solid-in-oil (S/O) dispersion as a core technology have advanced significantly over the past ten years. A novel, effective and practical preparation method for a S/O dispersion was originally established in 1997 as a tool for enzymatic catalysis in organic media. This oil-based dispersion containing proteins in non-aqueous media had great potential for applications to other research with one of the most successful being its adaptation as a drug delivery system. The history and features of novel processes for preparing S/O dispersions are presented in this article. In addition, recent research into the use of S/O dispersions for innovative oral and skin drug delivery systems is discussed.
  International journal of pharmaceutics 09/2012; 438(1-2):249-57. · 2.96 Impact Factor
• Article: Lipase incorporated ionic liquid polymers as active, stable and reusable biocatalysts.

  Muhammad Moniruzzaman, Keishirou Ino, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: The aim of this study was to develop ionic liquid (IL) polymer materials incorporating enzymes that can be used as active, stable and reusable biocatalysts. To this goal, Candida rugosa lipase has been microencapsulated in surfactant aggregates formed in an IL monomer or the solution of an IL monomer/IL and then incorporated into polymer frameworks through the free radical polymerization of an IL (1-vinyl-3-ethylimidazolium bis(trifluoromethyl-sulfonyl) amide) ([veim][Tf(2)N]). The activity, stability and reusability of such IL polymer materials containing lipase were evaluated using lipase-catalyzed hydrolysis of p-nitrophenyl butyrate (p-PNB) as a model reaction. Lipase encapsulated within ionic liquid polymer materials remained active and exhibited excellent stability in aqueous solutions. More importantly, these biopolymer materials retained most of their activity after five reaction cycles, in which biopolymers were recovered from the reaction mixture simply by centrifugation. This study promulgates a direction toward the design of IL - an interesting class of tunable and designable solvents - based polymer materials containing biomolecules via a combination of polymer and supramolecular chemistry for diverse applications.
  Organic & Biomolecular Chemistry 08/2012; 10(38):7707-13. · 3.70 Impact Factor
• Article: One-Step Synthesis of Cellulose from Cellobiose via Protic Acid-Assisted Enzymatic Dehydration in Aprotic Organic Media.

  Shizuka Egusa, Masahiro Goto, Takuya Kitaoka
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  ABSTRACT: Direct and efficient enzymatic synthesis of long-chain cellulose from cellobiose in its original form was successfully achieved via the combination of a surfactant-enveloped enzyme (SEE) and a protic acid in an aprotic organic solvent, lithium chloride/N,N-dimethylacetamide system. The SEE biocatalyst was prepared by protecting the surface of cellulase with the nonionic surfactant dioleyl-N-d-glucona-l-glutamate for keeping its enzymatic activity in nonaqueous media. Fourier transform infrared and nuclear magnetic resonance analyses elucidated the successful synthesis of cellulose, β-1,4-linked d-glucopyranose polymer, through the reverse hydrolysis of cellobiose. By using protic acid cocatalysts, a degree of polymerization of as-synthesized cellulose reached more than 120, in a ca. 26% conversion, which was 5 times higher than that obtained in an acid-free SEE system. A novel-concept biocatalysis, i.e., a protic acid-assisted SEE-mediated reaction, enables a facile, one-step chain elongation of carbohydrates without any activation via multistep organic chemistry, and can provide potential applications in the functional design of glycomaterials.
  Biomacromolecules 08/2012; 13(9):2716-22. · 5.48 Impact Factor
• Article: Control of a tyrosyl radical mediated protein cross-linking reaction by electrostatic interaction.

  Kosuke Minamihata, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: Herein, we demonstrate the control of protein heteroconjugation via a tyrosyl coupling reaction by using electrostatic interaction. Aspartic acid and arginine were introduced to a tyrosine containing peptide tag (Y-tag) to provide electrostatic charge. Designed negatively or positively charged Y-tags were tethered to the C-terminus of Escherichia coli alkaline phosphatase (BAP) and streptavidin (SA), and these model proteins were subjected to horseradish peroxidase (HRP) treatment. The negatively charged Y-tags showed low reactivity due to repulsive interactions between the Y-tags with the negatively charged BAP and SA. In contrast, the positively charged Y-tags showed high reactivity, indicating that the electrostatic interaction between Y-tags and proteins significantly affects the tyrosyl radical mediated protein cross-linking. From the heteroconjugation reaction of BAP and SA, the SA with the positively charged Y-tags exhibited favorable cross-linking toward negatively charged BAP, and the BAP-SA conjugates prepared from BAP with GY-tag (GGGGY) and SA with RYR-tag (RRYRR) had the best performance on a biotin-coated microplate. Encompassing the reactive tyrosine residue with arginine residues reduced the reactivity against HRP, enabling the modulation of cross-linking reaction rates with BAP-GY. Thus, by introducing a proper electrostatic interaction to Y-tags, it is possible to kinetically control the heteroconjugation behavior of proteins, thereby maximizing the functions of protein heteroconjugates.
  Bioconjugate Chemistry 07/2012; 23(8):1600-9. · 4.93 Impact Factor
• Article: Activation of Pyrococcus furiosus alkaline phosphatase by divalent metal ions.

  Kosuke Minamihata, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: Treatment of a hyperthermophilic enzyme, alkaline phosphatase from Pyrococcus furiosus (PfuAP), with EDTA completely deactivated PfuAP, indicating that the presence of one or more divalent metal ions is essential for its catalytic activity. Subsequent addition of various divalent metal ions to the apoprotein recovered the enzymatic activity and, in particular, the addition of Co(II) resulted in an over 50-fold increase in activity compared with PfuAP before EDTA treatment. Intriguingly, PfuAP with Co(II) exhibited weaker stability toward heat treatment, suggesting that Co(2+) destabilizes the tertiary structure of PfuAP at high temperature.
  Biotechnology Letters 07/2012; 34(11):2055-60. · 1.68 Impact Factor
• Article: Low melting point pyridinium ionic liquid pretreatment for enhancing enzymatic saccharification of cellulosic biomass.

  Uju, Aya Nakamoto, Yasuhiro Shoda, Masahiro Goto, Wataru Tokuhara, Yoshiyuki Noritake, Satoshi Katahira, Nobuhiro Ishida, Chiaki Ogino, Noriho Kamiya
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  ABSTRACT: The potential of 1-hexylpyridinium chloride ([Hpy][Cl]), to pretreat cellulosic feedstocks was investigated using microcrystalline cellulose (Avicel) and Bagasse at 80°C or 100°C. Short [Hpy][Cl] pretreatments, <30min, at lower temperature accelerate subsequent enzymatic saccharification of Avicel. Over 95% conversion of pretreated Avicel to glucose was attained after 24h enzymatic saccharification under optimal conditions, whereas regenerated Bagasse showed 1-3-fold higher conversion than untreated biomass. FT-IR analysis of both Avicel and Bagasse samples pretreated with [Hpy][Cl] or 1-ethyl-3-methyimidazolium acetate ([Emim][OAc]) revealed that these ionic liquids behaved differently during pretreatment. [Hpy][Cl] pretreatment for an extended duration (180min) released mono- and disaccharides without using cellulase enzymes, suggesting [Hpy][Cl] has capability for direct saccharification of cellulosic feedstocks. On the basis of the results obtained, [Hpy][Cl] pretreatment enhanced initial reaction rates in enzymatic saccharification by either crystalline polymorphic alteration of cellulose or partial degradation of the crystalline cellulosic fraction in biomass.
  Bioresource technology 07/2012; · 4.25 Impact Factor
• Article: Transglutaminase-mediated in situ hybridization (TransISH) system: a new methodology for simplified mRNA detection.

  Momoko Kitaoka, Masayuki Mitsumori, Kounosuke Hayashi, Yoshiyuki Hiraishi, Hisao Yoshinaga, Koji Nakano, Katsuyuki Miyawaki, Sumihare Noji, Masahiro Goto, Noriho Kamiya
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  ABSTRACT: Detection and localization of specific DNA or RNA sequences in cells and tissues are of great importance for biological research, diagnosis, and environmental monitoring. However, the most common procedure for in situ hybridization employs laborious immunostaining techniques. In the present study, we report proof-of-concept for a new RNA-enzyme conjugated probe for the detection of mRNA on tissue sections with a simple procedure. An RNA probe modified with a specific dipeptide substrate of transglutaminase was prepared. Alkaline phosphatase was then covalently and site-specifically combined to the dipeptide-labeled RNA using microbial transglutaminase. The new RNA probe labeled with alkaline phosphatase was validated by in situ hybridization (ISH) and proved to be a sensitive and sequence specific probe for mRNA detection in tissues. The new transglutaminase-mediated ISH (TransISH) strategy is free from antigen-antibody reaction, leads to one-step signal amplification after hybridization, and thus will be widely applicable for highly sensitive nucleic acid detection.
  Analytical Chemistry 06/2012; 84(14):5885-91. · 5.86 Impact Factor
• Article: Transdermal delivery of the anti-rheumatic agent methotrexate using a solid-in-oil nanocarrier.

  Fan Yang, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: Transdermal delivery of methotrexate (MTX) was investigated by using the solid-in-oil (S/O) technique. Because MTX was coated with nonionic surfactant molecules, the resulting complex was easy to dissolve in various organic solvents and provided a transparent solution in isopropyl myristate (IPM). The stability of MTX-surfactant complexes are enhanced by the addition of a basic amino acid such as l-Arginine (l-Arg) or l-Lysine (l-Lys). The average size of the dispersed complex of MTX and amino acid was reduced to below 100nm and gave a uniform distribution. A transdermal delivery experiment was conducted using the S/O nanocarrier, and the permeation behavior of MTX through Yucatan micropig (YMP) skin was evaluated with a Franz diffusion cell. The permeation efficiency for the S/O nanocarrier (not urea addition) was two- to threefold increased compared to that of the control aqueous solution because the oil-based nanocarrier is effective for penetrating the stratum corneum. Furthermore, addition of urea has dramatically improved the release property of MTX from the S/O nanocarrier, and the S/O nanocarrier containing urea showed an optimal permeation efficiency of approximately 8.8-fold increased compared to that of the control aqueous solution after 24h (p<0.01).
  European journal of pharmaceutics and biopharmaceutics: official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 06/2012; 82(1):158-63. · 3.15 Impact Factor
• Source

  Available from: Tatsuo Maruyama

  Article: Versatile supramolecular gelators that can harden water, organic solvents and ionic liquids.

  Nami Minakuchi, Kazuki Hoe, Daisuke Yamaki, Seiichiro Ten-no, Kazunori Nakashima, Masahiro Goto, Minoru Mizuhata, Tatsuo Maruyama
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  ABSTRACT: We developed novel supramolecular gelators with simple molecular structures that could harden a broad range of solvents: aqueous solutions of a wide pH range, organic solvents, edible oil, biodiesel, and ionic liquids at gelation concentrations of 0.1-2 wt %. The supramolecular gelators were composed of a long hydrophobic tail, amino acids and gluconic acid, which were prepared by liquid-phase synthesis. Among seven types of the gelators synthesized, the gelators containing L-Val, L-Leu, and L-Ile exhibited high gelation ability to various solvents. These gelators were soluble in aqueous and organic solvents, and also in ionic liquids at high temperature. The gelation of these solvents was thermally reversible. The microscopic observations (TEM, SEM, and CLSM) and small-angle X-ray scattering (SAXS) measurements suggested that the gelator molecules self-assembled to form entangled nanofibers in a large variety of solvents, resulting in the gelation of these solvents. Molecular mechanics and density functional theory (DFT) calculations indicated the possible molecular packing of the gelator in the nanofibers. Interestingly, the gelation of an ionic liquid by our gelator did not affect the ionic conductivity of the ionic liquid, which would provide an advantage to electrochemical applications.
  Langmuir 05/2012; 28(25):9259-66. · 4.19 Impact Factor
• Article: Gold nanorods in an oil-base formulation for transdermal treatment of type 1 diabetes in mice.

  Keisuke Nose, Dakrong Pissuwan, Masahiro Goto, Yoshiki Katayama, Takuro Niidome
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  ABSTRACT: Efficient transdermal insulin delivery to the systemic circulation would bring major benefit to diabetic patients. We investigated the possibility of using gold nanorods (GNRs) that formed a complex with an edible surfactant and insulin (INS) in an oil phase to form a solid-in-oil (SO) formulation (SO-INS-GNR) for transdermal treatment of diabetes. Diabetic mice comprised the model for our study. In vitro, there was high penetration of insulin through the stratum corneum (SC) and the dermis in mouse skin treated with an SO-INS-GNR complex plus near-infrared (NIR) light irradiation. Blood glucose levels in the diabetic mice were significantly decreased after treatment with SO-INS-GNR plus irradiation. To our knowledge, this is the first study to use gold nanorods for systemic insulin delivery through the skin. The use of an SO-INS-GNR complex combined with NIR irradiation may provide the possibility of transdermal insulin delivery to diabetic patients.
  Nanoscale 05/2012; 4(12):3776-80. · 5.91 Impact Factor
• Article: A novel double-coating carrier produced by solid-in-oil and solid-in-water nanodispersion technology for delivery of genes and proteins into cells.

  Yoshiro Tahara, Takeshi Kaneko, Riki Toita, Chiharu Yoshiyama, Takuya Kitaoka, Takuro Niidome, Yoshiki Katayama, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: A novel intracellular delivery method both for genes and proteins is one of the most coveted systems in the drug delivery field. In the present study, we developed a double-coating carrier loaded with gene and protein produced by solid-in-oil and solid-in-water nanodispersion technology. The double-coating carriers did not require electrostatic interactions during the preparation so were able to encapsulate plasmid DNA, ovalbumin (pI 4.5), horseradish peroxidase (pI 7.2), and cytochrome-c (pI 10.5) in a consistent manner. The carriers had practical encapsulation efficiencies and release profiles for genes and proteins. Furthermore, effective gene expression and cellular uptakes of both anionic and cationic proteins were achieved by modification of carriers with functional molecules. These findings indicate that the double-coating carrier has high potential for cellular delivery of various drugs and is a novel, superior method for both gene and protein delivery into cells.
  Journal of Controlled Release 05/2012; 161(3):713-21. · 5.73 Impact Factor
• Article: Facile, rapid and efficient biofabrication of gold nanoparticles decorated with functional proteins.

  Kojiro Shimojo, Teppei Niide, Tomitsugu Taguchi, Hirochika Naganawa, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: We report a one-pot biological approach to fabricate gold nanoparticle (AuNP)-ZZ domain conjugates using peptide-functionalized proteins that can simultaneously direct both biomineralization and surface modification of AuNPs. In addition, immuno-AuNPs are readily prepared through the specific binding of antibodies to the ZZ domain on the AuNPs.
  The Analyst 03/2012; 137(10):2300-3. · 4.23 Impact Factor
• Article: Programmable protein-protein conjugation via DNA-based self-assembly.

  Josui Shimada, Tatsuo Maruyama, Momoko Kitaoka, Hisao Yoshinaga, Koji Nakano, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: Protein molecules were precisely arrayed on a designable DNA scaffold close to each other using a DNA aptamer. By adding a chemical cross-linker, the neighboring protein molecules were effectively and covalently cross-linked to each other without losing their activities.
  Chemical Communications 03/2012; 48(50):6226-8. · 6.17 Impact Factor
• Article: Intestinal patches with an immobilized solid-in-oil formulation for oral protein delivery.

  Eiichi Toorisaka, Kikumi Watanabe, Hiroshige Ono, Makoto Hirata, Noriho Kamiya, Masahiro Goto
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  ABSTRACT: Oral administration of biomolecular drugs such as peptides, proteins, and DNA is an attractive delivery method because of the safety and convenience of delivery in contrast to injection administration. However, oral delivery of biomolecules has several potential barriers such as enzymatic degradation in the gastrointestinal tract and low permeability across an intestinal membrane. In this study, we proposed an intestinal patch system that included surfactant-coated insulin for oral delivery. The intestinal patches, which have mucoadhesive and drug-impermeable layers, induced sustained unidirectional insulin release toward intestinal mucosa and inhibition of insulin leakage from the patches. Moreover, the surfactant-coated insulin, which has high compatibility with cell membranes, enhanced insulin transport across the intestinal membrane. This study demonstrates that the intestinal patches might improve protein permeability in the intestinal mucosa, thereby offering an innovative therapeutic strategy.
  Acta biomaterialia 02/2012; 8(2):653-8. · 3.98 Impact Factor